Florida Keys Waterfront Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Florida Keys homes for sale below are on the gulf side / bay side.

Total Listings 268
Order By:

144  Bayview Drive  For Sale, MLS 573791
$3,395,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1104
-12.93% ($504,000) 18 Price Changes : Last Change 46 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custom home is 99% complete, pool is in, landscaping is underway. This spectacular home is not to be missed if you are looking for a yachtsmans location w/over 110ft of deep water dockage w/unlimited beam on deep water Hurricane Creek. Cathedral ceilings grace this masterpiece and its 3 bedroom and 3.5 baths is complimented by custom LED lighting, drop down TV. Incredible storage, 2 garages, generous and spacious covered gathering areas. The residence boasts an extraordinary creekside covered balconies overlooking Hurricane Creek with views of the Florida Bay making this a Florida Keys Treasure. The finished work detail is to much to list. Contact agent for full details and showing appointment.

701  8Th Street  For Sale, MLS 580294
$3,520,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
9 Bed, 9 Baths, 7,642 SqFt Days Listed: 615
-24.30% ($1,130,000) 18 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift230ft.Concr

Exquisite waterfront gated estate. Beautiful custom built homes. Main house has 5 beds, 4 baths, upper and lower living rooms, covered porches, heated pool/Spa , garage with workshop with direct access to dock area. Custom touches throughout.Attached Guest/Staff house has 2 bed, 1 bath with separate entrance . Main and guest house being offered fully furnished.Additional custom build(Ryder built) guest house has 2 beds, 3 baths, anglers room which could be converted into additional bedrooms, covered porches on canal side, garage with access to dock area. Partially furnished. There is 230 Ft of deep water dockage with fast access to either ocean or gulf. 2 boat lifts, electric service to docking area, 50 Amp/30 Amp, 220/110 and a dedicated Spotless water system for rinsing bo

30353  Heron Lane  For Sale, MLS 584017
$560,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,156 SqFt Days Listed: 362
-34.12% ($290,000) 8 Price Changes : Last Change 90 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Storm damaged CBS canal home on three lots totaling 23,000 square feet-room for all your toys. Many upgrades including impact resistant windows and doors, granite counter-tops and stainless steel appliances. Located at the end of the canal, home has a concrete dock with davits, swim ladder and fish cleaning station. Large walk-in closet in the master bedroom. Large open deck has peekaboo views of the open water.

112  Bruce Court  For Sale, MLS 585558
$949,000
Marathon
Sea Air Estates   - MM: 52.00
5 Bed, 5 Baths, 2,719 SqFt Days Listed: 264
-17.41% ($200,000) 7 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Cut/Na

Pool, Boat lift, Seawall, Garage, Stilted, Concrete construction, what other boxes can this check? Located Bayside in Marathon, 75 feet of seawall, quick out to Bay, Upstairs is 3bed 2bath, downstairs is 2 bed, 1bath and is above flood, Elevation cert available, has sink and fridge and access to back yard, each level has their own screened in porch overlooking the pool, property is already a licensed vacation rental, do not walk property or disturb tenants, Call for appointment

207  Allen Avenue  For Sale, MLS 583630
$665,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
4 Bed, 4 Baths, 1,857 SqFt Days Listed: 382
-10.38% ($77,000) 6 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

MOTIVATED SELLER! REDUCED to $665,000! 4/4 CANAL FRONT HOME BAY SIDE in KEY LARGO- Ready to Move-In! Plenty of room for Family & Friends. Main Floor-Great Room Living Area & Kitchen, Master Bedroom/Bath Suite and Guest Bedroom & Bath. Third Floor-2 more large Bedroom Suites with full bathrooms (the forward room has a private balcony with Bay Views!) NEW Metal Roof. Ground Floor-fenced in (with covered parking for 5 cars) and large storage room. Solid 45 CONCRETE DOCK & 10k lift-Clear water, EXCELLENT boating access- ONE CANAL from the Bay! The neighborhood HOAs sandy beach, Gazebo & 2 boat ramps make this a Perfect Keys Home! (Seller Financing May be Considered)

118  Madeira Court  For Sale, MLS 588155
$1,999,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 4,201 SqFt Days Listed: 79
-13.09% ($301,000) 6 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

MOTIVATED SELLER WANTS OFFERS! Enjoy the ultimate in modern luxury at this architecturally striking brand new home in Port Antigua. This custom built home was designed with meticulous attention to every detail. Enter the home and look through the expansive sliding glass doors out to the salt system pool and 60 ft. concrete dock. Other custom features include a 3 stop elevator, Italian porcelain tile throughout, quartz countertops and gourmet kitchen with Thermador refrigerator, freezer and wine columns with auto door opening and a large center island with waterfall edge and storage on both sides. After a fun day on the water relax in the pool or spa or cook up the days catch in your well appointed kitchen.

1  Evergreen Avenue  For Sale, MLS 580731
$1,229,900
Key Haven
Key Haven 10th Add   - MM: 5.00
4 Bed, 4 Baths, 3,110 SqFt Days Listed: 584
-9.50% ($129,100) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Spacious Key Haven canal home with 4 bedrooms, 3 Full baths. 1st floor open floor plan, kitchen w/ built in appliances, formal dining & living room areas, sliders open to covered porch overlooking canal with gulf or ocean access in minutes. New 1st floor furnishings incl. 2nd floor master suite has private porch w/ partial Gulf View, his & hers walkin closets, bath w/dual sinks, jacuzzi tub & walkin shower, 2nd floor laundry. Jack & Jill bedrooms have private hall w/bath. Floating jet dock for your boat incl. New concrete dock for 2nd boat tie up. 3-plus car parking in rear of home, mature Mango tree in side fenced yard, ample storage under home w/ solar screening. Solar water heating, window treatments inc. Virtual tour attached, Owner is licensed Florida Broker

82994  Overseas Highway 23 For Sale, MLS 579971
$2,499,000
Upper Matecumbe Key Islamorada
Penn Key Club   - MM: 83.00
3 Bed, 3 Baths, 1,812 SqFt Days Listed: 636
-28.60% ($1,001,000) 5 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Dock P

A classic Islamorada retreat. This private home is located in the exclusive bayfront gated community of Pen Key Club in the heart of Islamorada. The lovely one-story home offers three bedrooms and three bathrooms with panoramic views of the open water from every angle. Enjoy magnificent sunsets while relaxing in the living room or charming sitting areas on the open bay. In addition, the Pen Key Club offers a pool and boat dockage in a protected boat basin. This offering is Florida Keys living at its finest!

57733  Morton Street  For Sale, MLS 582147
$2,550,000
Marathon
Grassy Key   - MM: 58.00
9 Bed, 9 Baths, 7,006 SqFt Days Listed: 481
-3.77% ($100,000) 5 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Davits

Gulf front estate located on exclusive Morton Street in Grassy Key, this 2.82 Acre property offers six individual living units plus a large storage garage. The main house has expansive open water Gulf views with three bedrooms, three bathrooms, soaring ceilings and granite kitchen. Private boat basin and salt water pond. Additional homes include a 2/1 separate living unit below main house, 2 bed/2 bath CBS cottage and separate 1/1CBS cottage with metal roofs. A 1600 sq ft apartment over the storage garage and a 1 bed, 1 bath efficiency

100  Venetian Drive  For Sale, MLS 586439
$829,900
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 201
-6.75% ($60,100) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Amazing views from this immaculate 2 bedroom 2 bath waterfront home on pristine canal with access to both Bay and Ocean. Panoramic views of large conservation area and lake allow privacy as there are no rear neighbors. Open concept plan with new metal roof, kitchen has new stainless steel appliances including refrigerator, stove and microwave. 1080 sq ft living area plus large patio and dock for your boat. House is built high enough to allow doubling of square footage by enclosing downstairs area. Opened unfinished attic for added storage space or future loft. Beautiful private homeowners beach on Bayside.

110  Bayview Isle Drive  For Sale, MLS 574354
$2,850,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,240 SqFt Days Listed: 1071
-22.97% ($850,000) 4 Price Changes : Last Change 95 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift140ft.

ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful bay views, and convenient, direct access to Snake Creek. Remodeled in 2005 & designed to take advantage of magnificent views from every level. Downstairs rec room also used as 5th bedroom.

161  Palo De Oro Drive  For Sale, MLS 581489
$3,150,000
Plantation Key
Venetian Shores   - MM: 86.00
8 Bed, 8 Baths, 6,308 SqFt Days Listed: 531
-30.00% ($1,350,000) 4 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.Concrete

Enjoy astounding views upon entering this estate home with soaring ceilings and floor-to-ceiling windows. The home is set on nearly a half-acre lot and offers eight bedrooms and six-and-a-half bathrooms. Views of Snake Creek and the ocean beyond can be seen from screened-in balconies on all three levels. A beautiful screened-in pool and spa, 100 feet of protected dockage and mature tropical landscaping with lighting complement the outdoor oasis. The home is complete with a double four-car garage, separate guest quarters, an elevator, and a gated driveway.

97340-360  Overseas Highway  For Sale, MLS 574489
$6,500,000
Key Largo
Mandalay Key Amt Plat   - MM: 98.00
20 Bed, 20 Baths, 20,084 SqFt Days Listed: 1063
-26.97% ($2,400,000) 4 Price Changes : Last Change 36 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This stunning property is an entertainers dream that speaks of grace and uniqueness from the moment you step foot on the property. Beyond the brick paver driveway and tennis court, are two homes which are separated by a garden walkway. EACH home features 10 bedrooms and 11.5 baths! Both core living areas include grand staircases rising to the upper level master suites. Soaring ceilings with

30326  Flamingo Lane  For Sale, MLS 583388
$595,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 400
-11.19% ($75,000) 3 Price Changes : Last Change 161 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Canal front 3 Bedroom 2 Bath Home on 7,500 sq ft lot + 7,938 corner canal lot, concrete block home, plenty of downstairs storage 524 sq ft. screened patio, plenty of room for a pool minutes to getting to open water

34  Key Haven Road  For Sale, MLS 586843
$659,000
Key Haven
Key Haven 1st Add   - MM: 5.00
4 Bed, 4 Baths, 1,758 SqFt Days Listed: 174
-17.52% ($140,000) 3 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

This canal home on a large 6000 square foot lot offers plenty of room for entertaining indoors, on lanai, or by the sunny canal. Spacious and light filled home offers open living and dining areas. The kitchen has stainless appliances, granite countertops, and overlooks canal. Split bedroom floor plan with spacious guest room off kitchen with private entrance. Master bedroom offers sliding glass doors to lanai, en suite bath, and walk-in closet and there are two additional bedrooms, & an updated hall bath. Central AC, terrazzo floors, tile floors, accordion shutters, seawall & more!

28  Calle Uno   For Sale, MLS 584154
$799,000
Rockland Key
Rockland Village   - MM: 9.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 354
-8.00% ($69,500) 3 Price Changes : Last Change 117 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp100ft.Concr

Paradise found in this amazing turn-key home that expands across two lots with a simply elegant upgraded kitchen that boasts of beveled edge custom granite solid wood and bamboo etched glass cabinetry stainless steel appliances indirect and under cupboard lighting Lived in by only one owner and first time ever on the market! Freshly painted inside and out with top-o-the line roof paint 100 foot of poured concrete seawall frontage overlooking a pristine sparkling clean canal with many fish and sea life Easy access to the ocean and surrounding islands for the avid angler Two closed car garages and one open garage 15x30 ft concrete in-ground pool with a waterfall and water jets

433  Bahia Honda Road  For Sale, MLS 584031
$833,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 1,575 SqFt Days Listed: 361
-6.19% ($55,000) 3 Price Changes : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Stunning new canalfront CBS home and concrete dock. This brand new home has a lovely covered patio overlooking the canal with 3 bedrooms and 2 bathrooms on the main level. Vaulted ceiling when you enter the home compliments the dramatically pretty kitchen with Quartz stone kitchen island with waterfall effect and built in wine cooler with Porcelain tile throughout the home. The kitchen boasts Whirlpool Stainless kitchen appliances with drop in glass stove, micro/oven combo tower. Master bathroom has jacuzzi tub and double sinks. Smart features such as CCTV cameras, smart door entry and smart nest A/C thermostat. Full power saving LED lighting throughout the home. New construction features like impact windows and doors keep insurances costs to the minimum.

4  Amaryllis Drive  For Sale, MLS 588230
$910,000
Key Haven
Key Haven Vac   - MM: 5.50
4 Bed, 4 Baths, 2,108 SqFt Days Listed: 74
-1.62% ($15,000) 3 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Wonderful opportunity to own a large and spacious home in Key Haven! This four bedroom 3.5 bath home has an open and spacious floor plan. Bonus room off the living area would make the perfect office or additional space for guests. Water views from your kitchen, living room, and exercise area! Key Haven is canal front living at its finest with quick access to all of your favorite fishing or boating destinations.

303  Ann Bonny Drive  For Sale, MLS 578413
$1,194,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,869 SqFt Days Listed: 732
-14.71% ($205,900) 3 Price Changes : Last Change 201 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits200ft.

What an incredible location with endless views of the bay and deep water dock! This is a corner lot with water on 2 sides, 200 Ft +/- of concrete protected dockage, a boat slip, T dock and jet ski davit . Solid concrete construction including the roof. Expansive glass on the waterside of the house maximizes the incredible views. Large open concept entertainment area and tiled floors throughout. Expansive master suite encompasses the second floor and includes a master sitting area, bedroom with bay views, exterior concrete roof deck, and en suite bath. There is a concrete storage building, outdoor shower, accordion shutters, private boat ramp and a beautiful electric privacy gate. This is a wonderful island retreat, only 1 hour to MIA and yet a tropical world away!

75180  Overseas Highway  For Sale, MLS 585065
$1,595,000
Lower Matecumbe
Unplatted Lower Mate   - MM: 76.00
3 Bed, 3 Baths, 1,803 SqFt Days Listed: 298
-10.89% ($195,000) 3 Price Changes : Last Change 137 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Awesome, bayfront, property on Lower Matecumbe with everything a family needs to enjoy the Keys lifestyle! Deep water dockage, natural private sand beach, endless bay views, tiki hut with bar, and thats just outside. Inside enjoy travertine floors, media room, custom glass etched bar, cargo lift, separate laundry room and remolded 1/1 downstairs . Perfect for any fisherman the property is conveniently located with endless access to inshore angling and a short run to ocean with no fixed bridges. Owner financing possible and a realistic price make this a must see. More photos coming soon!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-26-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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